HU230574B1 - Pirimidinamin-származékok és ezeket tartalmazó gyógyászati készítmények, mint angiogenézis modulátorok - Google Patents

Info

Publication number

HU230574B1

HU230574B1 HUP0400691A HUP0400691A HU230574B1 HU 230574 B1 HU230574 B1 HU 230574B1 HU P0400691 A HUP0400691 A HU P0400691A HU P0400691 A HUP0400691 A HU P0400691A HU 230574 B1 HU230574 B1 HU 230574B1

Authority

HU

Hungary

Prior art keywords

methyl

amino

indazol

group

compound

Prior art date

2000-12-21

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• 239000008194 pharmaceutical composition Substances 0.000 title claims description 4
• 239000000587 angiogenesis modulating agent Substances 0.000 title 1
• 229940076002 angiogenesis modulator Drugs 0.000 title 1
• LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical class NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims description 292
• 238000002360 preparation method Methods 0.000 claims description 85
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 84
• -1 3-methyl-1H-indazol-6-yl Chemical group 0.000 claims description 82
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 70
• 150000003839 salts Chemical class 0.000 claims description 69
• 125000000217 alkyl group Chemical group 0.000 claims description 49
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 47
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 38
• 238000011282 treatment Methods 0.000 claims description 38
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 29
• 125000004432 carbon atom Chemical group C* 0.000 claims description 29
• 208000035475 disorder Diseases 0.000 claims description 27
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 27
• 206010028980 Neoplasm Diseases 0.000 claims description 23
• 238000004519 manufacturing process Methods 0.000 claims description 21
• 125000005843 halogen group Chemical group 0.000 claims description 20
• 201000011510 cancer Diseases 0.000 claims description 19
• 229910052801 chlorine Inorganic materials 0.000 claims description 19
• 229910052739 hydrogen Inorganic materials 0.000 claims description 17
• 239000001257 hydrogen Substances 0.000 claims description 16
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 13
• 239000002246 antineoplastic agent Substances 0.000 claims description 12
• KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 10
• 125000003545 alkoxy group Chemical group 0.000 claims description 10
• 239000000460 chlorine Substances 0.000 claims description 10
• 201000010099 disease Diseases 0.000 claims description 10
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 10
• 125000001188 haloalkyl group Chemical group 0.000 claims description 9
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
• 239000000969 carrier Substances 0.000 claims description 8
• ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 claims description 7
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
• 239000003085 diluting agent Substances 0.000 claims description 6
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 6
• 125000005605 benzo group Chemical group 0.000 claims description 5
• 125000004966 cyanoalkyl group Chemical group 0.000 claims description 5
• 239000003814 drug Substances 0.000 claims description 5
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• 238000002560 therapeutic procedure Methods 0.000 claims description 5
• QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims description 4
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• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
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